Jamesport Holiday Homes from €274: Search Top House Rentals

A pebbled beach at sunset with a calm sea and a clear sky.

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Our top choices for Jamesport holiday homes

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

1. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

includes taxes & fees

4 Oct - 5 Oct

A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

3. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Sarah A.

includes taxes & fees

29 Sept - 30 Sept

A restaurant with wicker furniture and large windows overlooking the ocean at sunset.

4. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

Mattituck

Glenn F.

includes taxes & fees

24 Oct - 25 Oct

5. Prime location, walk to all, cozy cottage Westhampton Beach

Westhampton Beach

Chris J.

includes taxes & fees

1 Oct - 2 Oct

A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

6. Cozy Hamptons Escape 3BR Minutes From Beach!

Hampton Bays

Taylor H.

includes taxes & fees

29 Sept - 30 Sept

A beach with people relaxing, a pier extending into the water, and a clear sky.

7. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

8. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

includes taxes & fees

29 Sept - 30 Sept

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

9. Aqua Vista

Pipes Cove

Kerri L.

includes taxes & fees

7 Oct - 8 Oct

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

10. The SandPiper

Pipes Cove

Julian V.

includes taxes & fees

18 Oct - 19 Oct

A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

11. Near the Hamptons - Private Pool, Jacuzzi Retreat

Calverton

"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...

Theresa M.

includes taxes & fees

30 Sept - 1 Oct

A wooden pathway leading to a beach with scattered rocks and greenery.

12. Beach Block Hideaway

Pipes Cove

Teresa C.

includes taxes & fees

4 Oct - 5 Oct

An outdoor dining area with hanging lights, palm trees, and a bar.

13. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

includes taxes & fees

4 Oct - 5 Oct

A spacious living area with a fireplace, a wooden staircase, and large windows.

14. Cozy beach hose minutes from Hamptons

Calverton

Monika

includes taxes & fees

6 Oct - 7 Oct

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

15. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Robert R.

includes taxes & fees

25 Oct - 26 Oct

A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

16. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Rocky Point

ken g.

includes taxes & fees

6 Oct - 7 Oct

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

17. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

includes taxes & fees

29 Sept - 30 Sept

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

18. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

includes taxes & fees

1 Oct - 2 Oct

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

19. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Justin

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

20. Modern Vacation home. Close to The Hamptons

Shirley

Quywana F.

includes taxes & fees

29 Sept - 30 Sept

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Top Jamesport Hotel Reviews

Silver Sands Motel & Beach Bungalows

10/10 Excellent

"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."

North Fork Resort

8/10 Good

"We enjoyed our stay. The cabin was clean a few areas of feedback is that the hot water was lackluster. We had many periods of no hot water. The light fixture was very bright in the sitting area. It would’ve been nice if they had a light dimmer so we didn’t have to unscrew the bulbs. One bulb made the room shine. We were impressed that during the storm we received a phone call asking us if we wanted to relocate to another cabin that was not near trees and in the open area. We appreciate that they took the time to extend the offer. We were also impressed that they came around to pick up the fallen branches and used leaf blower to blow off the leaves and sticks on our porch. We would consider reserving in the summer a week to explore the area. Thank you."

Zey Hotel

8/10 Good

"We got off the Orient Point ferry late in evening and were welcomed so warmly by the host! Its like stepping back to a lovely time with the cozy living room on 2 floors and elegant furnishings. The complimentary coffee and lemon water. We loved the cozy feel of the living room that we just picked up muffins from a bakery and ate them with the coffee there. The ONLY reason we gave 4 stars, not 5 is the room had no sound barrier abd we heard next door t.v. on til almost midnight. We loved our stay other than that.0"

Sag Harbor Inn

10/10 Excellent

"We asked for a second floor room. The room was large and mostly very quiet. Pillows and bedding were very good. Breakfast included yogurt, oatmeal (from packets), hard boiled eggs. Sugar free yogurt would have been good. Only about a five minute walk from the center of town. Convenient location for exploring the area."

Hilton Garden Inn Riverhead

8/10 Good

"Good hotel benefited by a good lobby and the delightful Annabel who welcomed us when we arrived after a long journey and managed to arrange food for my family just before the kitchen closed. She looked after us and friends over our stay and made us all very welcome Rooms were spacious though a little dark and we were surprised that given the cost of the hotel room they were only cleaned every other day Facilities are good though and it’s a great base to visit this lovely island. Would happily stay here again"

Find out more about Jamesport

Jamesport Holiday Homes information

Number of reviews	318
Accommodation	983 Holiday Homes
Lowest Price	€274
Highest Price	€1,503

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamesport holiday homes

1. Jacuzzi year-round - Villa Luz Private Home

2. Beachfront Jacuzzi All Year - Black Swan Home

3. Elegant 5-Bedroom Hamptons Home with Private Pool

4. North Fork Fall Escape - Vineyards visits - Wineries • Apple Picking • Greenport

5. Prime location, walk to all, cozy cottage Westhampton Beach

6. Cozy Hamptons Escape 3BR Minutes From Beach!